63404-86-4

Basic information

• Product Name: 5-(Chloroacetyl)-8-(phenylmethoxy)-2(1H)-quinolinone
• Synonyms: 5-(Chloroacetyl)-8-(phenylmethoxy)-2(1H)-quinolinone;8-(benzyloxy)-5-(2-chloroacetyl)quinolin-2(1H)-one;5(2-Chloroacetyl)-8-phenylMethoxy-2(1H)-quinolinone;2(1H)-Quinolinone, 5-(chloroacetyl)-8-(phenylMethoxy)-;8-hydroxy-5-chloroacetylcarbostyril;5-(2-chloroacetyl)-8-phenylmethoxy-1H-quinolin-2-one
• CAS NO: 63404-86-4
• Molecular Formula: C₁₈H₁₄ClNO₃
• Molecular Weight: 327.76166
• EINECS: 1533716-785-6
• Product Categories: Intermediate of Indacaterol
• Mol File: 63404-86-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 602.5 °C at 760 mmHg
• Flash Point: 318.2 °C
• Appearance: /
• Density: 1.312
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-(Chloroacetyl)-8-(phenylmethoxy)-2(1H)-quinolinone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(Chloroacetyl)-8-(phenylmethoxy)-2(1H)-quinolinone(63404-86-4)
• EPA Substance Registry System: 5-(Chloroacetyl)-8-(phenylmethoxy)-2(1H)-quinolinone(63404-86-4)

Safety Data

• Hazardous Substances Data: 63404-86-4(Hazardous Substances Data)

Usage

Uses

8-(Benzyloxy)-5-(2-chloroacetyl)quinolin-2(1H)-one is an indacaterol intermediate used in organic synthesis.

Upstream product

• 93609-84-8 5-acetyl-8-benzyloxy-1H-quinolin-2-one 
• 100331-89-3 8-benzyloxy-5-(2-bromoacetyl)-1H-quinolin-2-one 
• 90-04-0 2-methoxy-phenylamine 
• 6889-84-5 N-(2-methoxyphenyl)-3-phenylacrylamide 
• 100-39-0 benzyl bromide 
• 56957-71-2 5-chloroacetyl-8-hydroxycarbostyril 

Downstream Products

• 312753-75-6 8-benzyloxy-5-((S)-2-chloro-1-hydroxy-ethyl)-1H-quinolin-2-one 
• 869868-63-3 8-benzyloxy-5-(2-chloro-1-hydroxy-ethyl)-1H-quinolin-2-one 

Relevant articles and documents

Preparation method of indacaterol intermediate 5-chloracetyl-8-benzyloxy-2(1H)-quinolinone

The invention discloses a preparation method of an indacaterol intermediate 5-chloracetyl-8-benzyloxy-2(1H)-quinolinone. The method includes: taking o-methoxyaniline, cinnamoyl chloride, aluminium trichloride, trifluoromethanesulfonic acid, chloroacetyl chloride, and benzyl bromide as the raw materials, and carrying out four-step reaction, i.e. amidation reaction, ring closing reaction, Friedel-Crafts reaction, and hydroxylation reaction. The preparation method provided by the invention has the advantages of high yield, low cost, few three waste, easy operation and safety, and is suitable forindustrialization.

HYDROXY-SUBSTITUTED BENZO-CONDENSED HETEROCYCLES FOR USE AS BETA AGONISTS IN THE TREATMENT OF RESPIRATORY DISEASES

The invention relates to the compounds of general formula (1), wherein the groups n, A, B, R1, R2 and R3 are defined as in the claims and in the description, and to methods for producing the same. The invention also relates to the use of these compounds as drugs, especially as drugs for use in the treatment of respiratory diseases.

ORGANIC COMPOUNDS

A process for preparing 8-substituted oxy-5-((R)-2-halo-l-hydroxy-ethyl)-(1 H)-quinolin-2-ones or acceptable solvates thereof. The process involves reacting a 5-(α-haloacetyl)-8-substituted oxy-(1H)-quinolin-2-one with a reducing agent in the presence of a chiral agent and a base to form a 8-(substituted oxy)-5-((R)-2-halo-l-hydroxy-ethyl)-(1H)-quinolin-2-one, said chiral agent having a formula (I) or (II), wherein M, L, X, R1, R2 and R3 have the meanings as indicated in the specification.